You've come such a long way! In fact, I think your training is almost done. You're settling into your new life as Haley quite well. In fact, you are the role model for all of my future sissies! They get to come watch you in action, sucking on cock, getting fucked, all of it. You've become quite the profitable slut, and I'm sure you'll continue to help grow my empire ~

** This is a custom I decided to share. Names used: Harley/Haley, Mia, Jayme, Olivia **

You had such a fun time with your old bully, Mia! She had a lot of fun, too. I think she's going to be visiting you a few times a week to get out her frustrations. Oh, and she SO many stories about what you used to be like back in school. You might have been Harley back then, but you were still a sissy ;D

Happy Halloween, sissy! I have the perfect humiliating tasks for you, and you're going to be dressed up as a cheerleader to do them! Don't worry, there is a little treat after your sissy cheers for me. Worth it, right?

Get dressed, sissy! We are going out. Well, kinda. Dress slutty and get in the car. I'm dropping you off in a random neighborhood. No ca$h, no phone. You'll have to get creative to find your find your way back. And dressed like that, I'm sure some awful nice stranger will offer you a ride... if you do a few things first.

You're really not very careful. I found so much sissy porn on your computer. But, lucky for you, I find it more amusing than disgusting. And since I figured out you were the one who stole my panties, I think we need to go shopping - for me AND you! Oh and don't worry, you're definitely going to be wearing a special something under your clothes, just in case the shopping trip isn't humiliating enough!

Hey sissy! I know you love the holidays, so I'm going to have fun making you get dressed up. Plus it's an excuse for you to go shopping for a new dress! But that's not all. You aren't wasting that hot new look by staying at home. You're going to be the slut I know you are for me. Plus it's the season of giving.....blowjobs ;)

Hey sissy! I know you love the holidays, so I'm going to have fun making you get dressed up. Plus it's an excuse for you to go shopping for a new dress! But that's not all. You aren't wasting that hot new look by staying at home. You're going to be the slut I know you are for me. Plus it's the season of giving.....blowjobs ;)

Hey sissy! I have a lot of fun things planned for you. Since Halloween is coming up, it will be easier for you to go out in public and do everything I want. I don't want a sloppy Halloween costume for you this year, so you are going to be spending a lot of time preparing! Plus don't worry, you're going to be showing off your complete look everywhere..and who knows, maybe you'll get lucky!

I have a task for you! Grab some lip gloss and a tight pair of panties, you're going to be putting that whore mouth of yours to use. I want you to suck so much cock that you can't talk anymore. And don't worry, there are more things besides just being a slut.

I have a task for you! Grab some lip gloss and a tight pair of panties, you're going to be putting that whore mouth of yours to use. I want you to suck so much cock that you can't talk anymore. And don't worry, there are more things besides just being a slut.

You're supposed to be a good little slut for Me, but that last blowjob you gave was horrible. You clearly aren't as in love with cocks as you should be, so I have a little task to get you in the spirit and reignite that craving for dick.

You're supposed to be a good little slut for Me, but that last blowjob you gave was horrible. You clearly aren't as in love with cocks as you should be, so I have a little task to get you in the spirit and reignite that craving for dick.

I found a guy for your first fuckdate! You're nervous, aren't you? How about we do a little rehearsal. You'll be all dressed up, and I'll give you some pointers on how to give him an amazing blowjob, while telling you exactly what to expect on your first date.

You've come such a long way! In fact, I think your training is almost done. You're settling into your new life as Haley quite well. In fact, you are the role model for all of my future sissies! They get to come watch you in action, sucking on cock, getting fucked, all of it. You've become quite the profitable slut, and I'm sure you'll continue to help grow my empire ~

** This is a custom I decided to share. Names used: Harley/Haley, Mia, Jayme, Olivia **

You had such a fun time with your old bully, Mia! She had a lot of fun, too. I think she's going to be visiting you a few times a week to get out her frustrations. Oh, and she SO many stories about what you used to be like back in school. You might have been Harley back then, but you were still a sissy ;D

Happy Halloween, sissy! I have the perfect humiliating tasks for you, and you're going to be dressed up as a cheerleader to do them! Don't worry, there is a little treat after your sissy cheers for me. Worth it, right?

Life is so much better now that your tic tac is finally gone! Those hormones are REALLY working their magic. And now that you're all healed up. I have some extra special news - your sis has found some old friends of yours. She found the girls that used to torment you in school! And they have something VERY special planned for you!

Life is so much better now that your tic tac is finally gone! Those hormones are REALLY working their magic. And now that you're all healed up. I have some extra special news - your sis has found some old friends of yours. She found the girls that used to torment you in school! And they have something VERY special planned for you!

Hey sissy! I have something extra special planned for you. You've passed your training with flying colours, and you are quite the natural exhibitionist. Which is why I think you would make a great cam whore! You will finally get to show off your slutty skills for thousands of people, aren't you excited?

Hey sissy! I have something extra special planned for you. You've passed your training with flying colours, and you are quite the natural exhibitionist. Which is why I think you would make a great cam whore! You will finally get to show off your slutty skills for thousands of people, aren't you excited?

Hey Andrew! Or should I say Ada, since I'm getting you all dressed up! Dress, lingerie, hair, makeup, everything! Oh, and I'm inviting someone else over... another one of my sissy slaves! You two are going to be putting on quite an amusing show for me. I know it's your first time with another sissy, so I'll start off easy...but then it's going to get quite messy!

Hey Andrew! Or should I say Ada, since I'm getting you all dressed up! Dress, lingerie, hair, makeup, everything! Oh, and I'm inviting someone else over... another one of my sissy slaves! You two are going to be putting on quite an amusing show for me. I know it's your first time with another sissy, so I'll start off easy...but then it's going to get quite messy!

Hey babe! It's been fun transforming you into my at home sissy. In fact, you've been doing very well. You can deep throat, you love being fucked by me,and of course, your makeup skills have improved. You're turning out to be quite the slut. Thing is, just us two playing is getting a little dull. That's why I invited a friend over. Don't worry, I'll be there. I wouldn't want to miss you sucking your first cock now would I?

Hey babe! It's been fun transforming you into my at home sissy. In fact, you've been doing very well. You can deep throat, you love being fucked by me,and of course, your makeup skills have improved. You're turning out to be quite the slut. Thing is, just us two playing is getting a little dull. That's why I invited a friend over. Don't worry, I'll be there. I wouldn't want to miss you sucking your first cock now would I?

Hey Haley! Aren't you glad I invited your sis over? We had such a fun day! She even brought you some cute new outfits. Only, you made it kinda awkward when your hot college friends came over to visit you. You weren't exactly quiet about what you were all doing in your room. Oh well, now she knows ALL about your slutty sissy life!

Hey Haley! Aren't you glad I invited your sis over? We had such a fun day! She even brought you some cute new outfits. Only, you made it kinda awkward when your hot college friends came over to visit you. You weren't exactly quiet about what you were all doing in your room. Oh well, now she knows ALL about your slutty sissy life!

Hey babe! I bet you saw that cute outfit I brought home. Only you didn't look too closely. It's your size, not mine. I found your sissy stash while you were at work and it is LACKING. I got a few new things for your sissy box, but I have a feeling we still need to go shopping ;)

Hey babe! I bet you saw that cute outfit I brought home. Only you didn't look too closely. It's your size, not mine. I found your sissy stash while you were at work and it is LACKING. I got a few new things for your sissy box, but I have a feeling we still need to go shopping ;)

That visit to see your fam again was so much fun! And you were worried about them meeting your new boyfriend. So silly. But now that we're back, we have a few things to go over. Your transformation isn't done yet, and I want every last piece of masculinity gone from you.

That visit to see your fam again was so much fun! And you were worried about them meeting your new boyfriend. So silly. But now that we're back, we have a few things to go over. Your transformation isn't done yet, and I want every last piece of masculinity gone from you.

Hey sissy! Since I locked you up, you've just been getting more and more frustrated. I think it's time you cum.... but you're not going to be cumming like a man. Keep that dick locked up, put on a pair of panties, and grab a hitachi. You're going to be cumming like a sissy today. You're gonna make a mess in those panties. Just turn the hitachi on and tease your balls and little dicklet. I know you're so horny you're constantly leaking cum. I don't care if it's a ruined orgasm, this is going to be the only way you get to cum from now on.

Hey sissy! Since I locked you up, you've just been getting more and more frustrated. I think it's time you cum.... but you're not going to be cumming like a man. Keep that dick locked up, put on a pair of panties, and grab a hitachi. You're going to be cumming like a sissy today. You're gonna make a mess in those panties. Just turn the hitachi on and tease your balls and little dicklet. I know you're so horny you're constantly leaking cum. I don't care if it's a ruined orgasm, this is going to be the only way you get to cum from now on.

Hey sissy! I have a game planned for you. I know you love dressing up for me, but you keep denying how much you love cock. And cum. So since you like to argue that cum is gross, then this challenge should be extra easy for you - if you're telling the truth. See this condom? I had one of my hot alphas cum in it, just for you. I'm going to dangle it in front of your face while showing you some pictures of dick. If your little worm in those panties doesn't twitch, then you don't have to eat it! Easy, right? If you don't twitch, you'll be cum & cock free. But if you fuck up, you'll be cleaning this condom before a special fuck date tonight.

Hey sissy! I have a game planned for you. I know you love dressing up for me, but you keep denying how much you love cock. And cum. So since you like to argue that cum is gross, then this challenge should be extra easy for you - if you're telling the truth. See this condom? I had one of my hot alphas cum in it, just for you. I'm going to dangle it in front of your face while showing you some pictures of dick. If your little worm in those panties doesn't twitch, then you don't have to eat it! Easy, right? If you don't twitch, you'll be cum & cock free. But if you fuck up, you'll be cleaning this condom before a special fuck date tonight.

** This a custom I decided to share. Part of the "You're Not a Man, You're A Sissy!" series. Name used: Harley ** Hey Harley! How did you enjoy that family dinner? Your parents didn't seem that shocked, Meeting them was so much fun! They really loved to tell me all those embarrassing stories about you. Good thing they still think I'm your "boss". Imagine if they found out about how slutty their new daughter is? Maybe next time ;)

** This a custom I decided to share. Part of the "You're Not a Man, You're A Sissy!" series. Name used: Harley **Hey Harley! How did you enjoy that family dinner? Your parents didn't seem that shocked, Meeting them was so much fun! They really loved to tell me all those embarrassing stories about you. Good thing they still think I'm your "boss". Imagine if they found out about how slutty their new daughter is? Maybe next time ;)

You've been such a good sissy slut, Harley! I snuck a camera in the room while you had your dream night with my hot friend. The way he used you and fucked you was perfect. You're a natural. He also told me how pleased he was with your slutty performance. A good way to lose your virginity, yes? Since you did such a good job, you get to find out your reward! Are you excited?

You've been such a good sissy slut, Harley! I snuck a camera in the room while you had your dream night with my hot friend. The way he used you and fucked you was perfect. You're a natural. He also told me how pleased he was with your slutty performance. A good way to lose your virginity, yes? Since you did such a good job, you get to find out your reward! Are you excited?

Hey Harley! Now that we went shopping and got all your supplies, you can really start living your new life full-time. Hair, makeup, dresses, heels - everything. Every single day. And don't forget the chastity cage! But you can't just LOOK the part. In fact, I've prepared for your next step. A little slut-in-training like you needs to practice her skills - and that's exactly what you're going to be doing. I'm sure just telling you about my hot friend is going to get that dick twitching in those panties, so I planned for him to come over! Just FYI ~ if you do a good job, there is a special reward for you!

Hey Harley! Now that we went shopping and got all your supplies, you can really start living your new life full-time. Hair, makeup, dresses, heels - everything. Every single day. And don't forget the chastity cage! But you can't just LOOK the part. In fact, I've prepared for your next step. A little slut-in-training like you needs to practice her skills - and that's exactly what you're going to be doing. I'm sure just telling you about my hot friend is going to get that dick twitching in those panties, so I planned for him to come over! Just FYI ~ if you do a good job, there is a special reward for you!

Hey Andrew! I bet you're wondering why I'm dressed up. It's because I'm throwing a party tonight, and I invited ALL of your exes. You are going to be getting us drinks, food, and of course, humiliating yourself. I even got you a new sissy maid outfit! You better pay attention, I'm going to tell you the details of this party and all of your duties and tasks.

Hey Andrew! I bet you're wondering why I'm dressed up. It's because I'm throwing a party tonight, and I invited ALL of your exes. You are going to be getting us drinks, food, and of course, humiliating yourself. I even got you a new sissy maid outfit! You better pay attention, I'm going to tell you the details of this party and all of your duties and tasks.

You don't look like a man at all. Short, feminine features, and of course, a tiny shrimp dick. You've never fucked a girl, and everyone knows LOL. You need to stop living this lie. From now on, you're going be dressing up like a woman. Embrace your feminine side. Since you can't please women, you're going to be pleasing men. You're going to be a cocksucking faggot for me. Your new life is going to be so much more exciting, don't you think?

You don't look like a man at all. Short, feminine features, and of course, a tiny shrimp dick. You've never fucked a girl, and everyone knows LOL. You need to stop living this lie. From now on, you're going be dressing up like a woman. Embrace your feminine side. Since you can't please women, you're going to be pleasing men. You're going to be a cocksucking faggot for me. Your new life is going to be so much more exciting, don't you think?

Get dressed, sissy! We are going out. Well, kinda. Dress slutty and get in the car. I'm dropping you off in a random neighborhood. No ca$h, no phone. You'll have to get creative to find your find your way back. And dressed like that, I'm sure some awful nice stranger will offer you a ride... if you do a few things first.

I don't want you losing focus. This clip should be played daily. Listen to my voice and relax with the soft music. Repeat the affirmations. Remind yourself of what you are and what you love. You are a sissy.

I don't want you losing focus. This clip should be played daily. Listen to my voice and relax with the soft music. Repeat the affirmations. Remind yourself of what you are and what you love. You are a sissy.

Umm, why is there a pair of panties lying around? These definitely aren't mine. Have you been cheating on me? On Valentine's Day?! Oh, no... well then how did these end up in our bedroom? Wait, these look like they would fit you. Are they yours? Try them on, we'll see if they fit. LOL like a glove! I bet you have a whole bunch of outfits, don't you. Go put something on, get all dressed up for me. Since you are all dressed up like a girl, time for your Valentine's blow job. And no, I'm not giving you one... I have something else in mind.

Umm, why is there a pair of panties lying around? These definitely aren't mine. Have you been cheating on me? On Valentine's Day?! Oh, no... well then how did these end up in our bedroom? Wait, these look like they would fit you. Are they yours? Try them on, we'll see if they fit. LOL like a glove! I bet you have a whole bunch of outfits, don't you. Go put something on, get all dressed up for me. Since you are all dressed up like a girl, time for your Valentine's blow job. And no, I'm not giving you one... I have something else in mind.

You're really not very careful. I found so much sissy porn on your computer. But, lucky for you, I find it more amusing than disgusting. And since I figured out you were the one who stole my panties, I think we need to go shopping - for me AND you! Oh and don't worry, you're definitely going to be wearing a special something under your clothes, just in case the shopping trip isn't humiliating enough!

Hey! I bet you're wondering what I'm doing at this conference you're attending. Well, I thought it would be much more exciting if I came with you. See, I've already rearranged your schedule. And I brought along a few supplies and outfits. It's going to be much more fun whoring you out to everyone here. You're going to have cum breaks instead of coffee breaks. Your room number is being posted, I bet you'll have a line forming outside your door. Everyone is going to know you as the conference slut. And I'm sure you're excited to be used in so many ways.

Hey sissy! I have a lot of fun things planned for you. Since Halloween is coming up, it will be easier for you to go out in public and do everything I want. I don't want a sloppy Halloween costume for you this year, so you are going to be spending a lot of time preparing! Plus don't worry, you're going to be showing off your complete look everywhere..and who knows, maybe you'll get lucky!

I found a guy for your first fuckdate! You're nervous, aren't you? How about we do a little rehearsal. You'll be all dressed up, and I'll give you some pointers on how to give him an amazing blowjob, while telling you exactly what to expect on your first date.

It's been fun dressing you up in My clothes, but I think it's time we moved onto something else. I'm going to take you shopping so you can get something that fits you properly! I'm sure the sales associates will be laughing as I hold things up to you. That's not all though, it would be a shame if just Me and you get to see your new little outfit...so when My friends come over this weekend you'll be very busy! They'll get to see you all dressed up and in action LOL

It's been fun dressing you up in My clothes, but I think it's time we moved onto something else. I'm going to take you shopping so you can get something that fits you properly! I'm sure the sales associates will be laughing as I hold things up to you. That's not all though, it would be a shame if just Me and you get to see your new little outfit...so when My friends come over this weekend you'll be very busy! They'll get to see you all dressed up and in action LOL